Travel to Wintergreen

Photo by Rebecca Brent

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Top hotels in Wintergreen

Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is RM397 per night from 3 Aug to 4 Aug
RM397
RM442 total
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (1,206 reviews)
"Very clean. Great breakfast!"

Reviewed on 14 Jul 2025

Sleep Inn Staunton
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is RM472 per night from 14 Aug to 15 Aug
RM472
RM529 total
14 Aug - 15 Aug
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"Very good staff was friendly and engaging with guests will recommend to others"

Reviewed on 14 Jul 2025

Hotel 24 South
Howard Johnson by Wyndham Staunton

Howard Johnson by Wyndham Staunton

2 out of 5
268 N Central Ave, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is RM298 per night from 20 Jul to 21 Jul
RM298
RM334 total
20 Jul - 21 Jul
includes taxes & fees
7.4/10 Good! (1,007 reviews)
Welcome rest stop on the way to the Outer Banks.
"We stay here overnight on our way to North Carolina Beaches. The staff is always accomodating and friendly.The rooms are well cleaned, and the beds are comfy. Breakfast is so-so, but there are other nearby options if that is important to you. There is a trolley ride around town, which the kids love. ..."

Reviewed on 7 Jul 2025

Howard Johnson by Wyndham Staunton
See all 1,191 properties in Wintergreen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Wintergreen

Shenandoah National Park Self-Driving Audio Tour

Shenandoah Tour: Self-Guided Drive

RM72
per traveller
96% of travellers recommend
Shenandoah Tour: Self-Guided Drive
Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

RM72
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
Blue Ridge Parkway GPS-Guided Audio Tour

Blue Ridge Parkway GPS-Guided Audio Tour (Roanoke to Afton)

RM63
per traveller
Blue Ridge Parkway GPS-Guided Audio Tour (Roanoke to Afton)
See all activities in Wintergreen

Frequently asked questions

How much does a Wintergreen holiday package cost?
You'll find cheap prices on Expedia for your Wintergreen break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Wintergreen costs.
What are the cheapest months to go to Wintergreen?
If you'd like to score a cheap Wintergreen holiday package, consider travelling in March, April and August. You'll generally find better rates on flights and hotels during these months --- ideal for budget-conscious travellers.
How many days is enough for Wintergreen?
The ideal duration of your Wintergreen holiday depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to check out all the top sights and explore some hidden gems along the way.
How to find the best Wintergreen package deals?
Begin your search for a Wintergreen package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Wintergreen package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wintergreen adventure off to a flying start.
Is it cheaper to book a Wintergreen holiday as a package?
You can enjoy significant savings on your next Wintergreen break by booking a customised holiday package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Wintergreen?
If you've got your Wintergreen travel dates locked in, book early to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Wintergreen?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Wintergreen.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Wintergreen.
  3. Decide how long to go for: Now that you're more familiar with Wintergreen, you can figure out the ideal length of your holiday. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Wintergreen holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.